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Draw Lewis structures for the molecules below. Draw resonance structures where
appropriate and label any formal charges. Rank resonance structures in order of
1.) [SCN]-
2.) [HC2O4]-
3.) SNF3
5.) [IO3]-
6.) [HCO3]-
7.) PF3
8.) [SO4]2-
9.) [C3H5]+
11.) [ClO4]-
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Worksheet for Lewis Structures, Resonance Structures, and Formal Charge
Solutions
S C N S C N
1.)
There are two things to consider here. The structure on the left gives N three
bonds which is good, the structure on the right puts the formal negative charge on the
more electronegative element. My guess is that the left structure is more important
O O H O O H
O O O C C O
C C
2.)
F S F
F
3.)
4.)
O O O
S C S S C S S
S C
The right two structures are equally important and probably more important than
5.)
O O O
O I O O I O O I O
O O
O
O I O O I O
O I O
The top three are equally important. The first two on the bottom are of equal importance.
I think the bottom right two will be most important (fewer formal charges), then maybe
the bottom left structure (maximize bonding), then the top three structures. The order of
importance isn’t entirely clear between the last two groups. (Argument between
maximize bonding and put negative charge on the more electronegative atom.)
O H O H
O C O O C O
6.)
F P F
F
7.)
8.)
O O O
O S O O S O O S O
O O O
O O O
O S O O S O O S O
O O O
O O O
O S O O S O O S O
O O O
O S O
2-
O
These are pretty much in order of what I would expect the importance to be.
9.)
H H H H
H H
C C C C C C
H H
H H
These are of equal importance. No choice but to disobey the octet rule for one carbon.
10.)
S S S
N N N N N N
S S S S S S
N N N
S S S
N N N N N N
S S S S S S
N N N
The three structures in the bottom row are equivalent and may be more important than the
top three (which are equivalent with each other) due to fewer formal charges.
11.)
O O O
O Cl O O Cl O O Cl O
O O O
O Cl O
These four are equally important. You might also want to draw structures where two
oxygen atoms have negative charges and the chlorine has a positive charge. Those would
be OK, but would be less important than this set because with this first set we don’t need
to put a formal charge on more than one atom or to put a positive charge on an
electronegative atom.